Hydrochloric Acid → HCID 13455624, 화합물

HRID 1032510노트

반응식

HRID 1032510 반응식
[CH2:1]([N:4]([CH2:23][CH2:24][CH3:25])[C:5](=O)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:9]([NH2:21])[CH:8]=1)[CH2:2][CH3:3].B.[ClH:27].O>O1CCCC1>[ClH:27].[ClH:27].[CH2:14]([O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][N:4]([CH2:1][CH2:2][CH3:3])[CH2:23][CH2:24][CH3:25])=[CH:8][C:9]=1[NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6331BoraneHCID 136292992-(3-Amino-4-benzyloxyphenyl)acetic acid dipropylamide

생성물 1

HCID 13455624HCID 13455624, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 13.9 g of 2-(3-amino-4-benzyloxyphenyl)acetic acid dipropylamide in 65 ml of tetrahydrofuran is added dropwise under a nitrogen atmosphere into 12 ml of a one-molar solution of borane in tetrahydrofuran, cooled to +5° C., during a period of 20 minutes. Subsequently, the mixture is agitated for 4 hours at room temperature and refluxed for 22 hours. The mixture is combined with semiconcentrated hydrochloric acid and water and the tetrahydrofuran is distilled off. The aqueous solution is then adjusted to a pH value of 10 with sodium hydroxide and extracted by shaking with ether. The ether solution yields, after evaporation and chromatography on silica gel with methylene chloride/acetone (1:1), 8.93 g of pure 2-benzyloxy-5-(2-dipropylaminoethyl)-aniline as an oil. Treatment of this product with 2N HCl in methanol and evaporation yield 2-benzyloxy-5-(2-dipropylaminoethyl)aniline, dihydrochloride, mp 111°-112° C.

후처리

  1. temperaturecooled to +5° C., during a period of 20 minutes
  2. temperaturerefluxed for 22 hours
  3. distillationthe tetrahydrofuran is distilled off
  4. extractionextracted
  5. stirringby shaking with ether
  6. customThe ether solution yields
  7. customafter evaporation and chromatography on silica gel with methylene chloride/acetone (1:1), 8.93 g of pure 2-benzyloxy-5-(2-dipropylaminoethyl)-aniline as an oil
  8. customTreatment of this product with 2N HCl in methanol and evaporation

출처 및 근거

ORD 기록
ord-0c3b4cb8fbb34904b8702341f04874d5
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04958026

반응 노트

불러오는 중…